A new ensemble approach based chemosensor for the reversible detection of bio-thiols and its application in live cell imaging

Based on an aldazine-copper chemosensing ensemble (NP-Cu2+), a new fluorescence chemosensor for the detection of biothiols (Cys, Hcy and GSH) was designed and synthesized. In aqueous solution, the ligand NP exhibited high selectivity toward Cu2+ ions by forming a 2:1 complex, accompanied with a dramatic fluorescence quenching and a notable bathochromic-shift of the absorbance band. Due to the high affinity of thiols and copper, the specific interaction of thiols (Cys, Hcy and GSH) with NP-Cu2+ ensemble led to the liberation of the NP. As the result, recovery of fluorescence and UV-vis absorbance was observed. The detection limits of NP-Cu2+ to Cys, Hcy and GSH were estimated to be 1.5 mu M, 1.8 mu M and 2.2 mu M, respectively. The fluorescence OFF-ON circle can be repeated to a minimum of 5 times by the alternative addition of thiols and Cu2+, implying that NP-Cu2+ is a recyclable chemosensor for thiols. Results of fluorescence microscopy imaging suggested that NP-Cu2+ has potential to be used as a powerful tool for the detection of intracellular thiols. (C) 2016 Elsevier B.V. All rights reserved.